Discover a selection of 47 vacation rentals in Middle Haddam, CT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $120 per night, and houses and cabins are popular options for a stay in Middle Haddam. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Middle Haddam
Destination guide

Find the perfect vacation rental for your Middle Haddam getaway

Experience the unique character of Middle Haddam with a stay in a vacation home rental. This city has something for everyone. Whether you're planning a family vacation, friends trip or romantic retreat, HomeAway has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Things to do

Activities and attractions in Middle Haddam

Are you looking for attractions to visit in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Middle Haddam a fun spot to vacation. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Brownstone Exploration & Discovery Park (5.1 mi / 8.2 km)
  • Machimoodus State Park (5.6 mi / 8.9 km)
  • TPC River Highlands (7 mi / 11.3 km)
  • Powder Ridge Mountain Park and Resort (10.5 mi / 17 km)
  • Gouveia Winery (13.9 mi / 22.4 km)
  • Cabela's (14.3 mi / 23 km)
Natural features

Exploring the natural features in Middle Haddam

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Middle Haddam is a great spot to appreciate mother nature. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Machimoodus State Park (5.6 mi / 8.9 km)
  • Middletown Nature Gardens (6.3 mi / 10.1 km)
  • Dinosaur State Park (8.5 mi / 13.7 km)
  • Gillette Castle State Park (10.9 mi / 17.5 km)
  • Falcon Field (11.6 mi / 18.7 km)
  • Devil's Hopyard State Park (12.1 mi / 19.4 km)
How to get there

Transportation to and around Middle Haddam

The nearest airport is in Bradley Intl. Airport (BDL), located 26.8 mi (43.1 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into New Haven, CT (HVN-Tweed - New Haven Regional), which is 26.5 mi (42.7 km) away.

What are the top vacation rentals in or near Middle Haddam?

Whether you're after a cozy escape for you and your sweetheart or a sprawling house to fit the family, you'll find some top vacation rentals in and around Middle Haddam. Here are a couple to get your inspiration flowing:

  • Around 30 miles from the center of Middle Haddam, you'll want to keep coming back to "Private Beach, Wide Open Ocean Views And Fireplace". It has 1 bedroom and a range of conveniences like a highchair and a stovetop.
  • Alternatively, make yourself comfortable at "Beautifully Furnished 5 Star Home In Historic Downtown Mystic". Around 35 miles from the heart of Middle Haddam, it has 4 bedrooms and comes with cookware, dishware and utensils and an ice maker.

For even more great options, use the search bar at the top of the page to find the perfect Middle Haddam vacation rental for you.

Can I find log cabins to rent in or near Middle Haddam?

From time to time, you just need to get away from the hurly-burly of the modern world. That's where Vrbo can help. We've got an impressive range of log cabin rentals in and around Middle Haddam where you can commune with nature. Try these on for size:

  • "Log Cabin Nestled In Outdoor Haven" has all the comforts you need for a relaxing vacation, such as a kitchen and a firepit. After you've settled in, head outdoors and enjoy the lovely scenery.
  • Take a few pals along or get comfy with your love at "Cozy Log Cabin On Sleeping Giant". A games room and a kitchen are just some of the conveniences you'll find at this sought-after option.

What are the top-rated vacation rentals for weekend getaways in or near Middle Haddam?

Weekends were made for fun. Choose one of these weekend getaways in and near Middle Haddam and make the most of all the fabulous things to do close by:

  • "Beachfront Classic New England Home With Direct Views Of Long Island Sound" is a favorite option around 20 miles southeast of the center of Middle Haddam. You'll never have to wander far to find something cool to do around here. Get out and explore Sandy Point Beach and Minnie Island State Park. Activities like water skiing and windsurfing will perfectly round off your quick break.
  • "Country Retreat With Pool, Brook And Waterfall" is another great setting for a weekend getaway. Around 1 mile north of Middle Haddam, use it as a base to do a little cycling or kayaking. Talcott Mountain State Park and Cedar Lake should also be on your to-do list if you stay here.

Can I find studio apartments for rent in and around Middle Haddam?

Take in the energy and culture of Middle Haddam from the privacy and comfort of your own studio apartment. Whether you're eager to relax on your own or have fun with a few pals, you'll find the perfect studio apartment for rent in or near Middle Haddam:

  • Throw your bags down at "Private Beach, Wide Open Ocean Views And Fireplace". Amenities including a garden and a boat will help you feel right at home here.
  • "Cozy Getaway With Lots Of Natural Light : - 5 Mins To Adventures" is another great choice. Make yourself at home and take advantage of a fridge, off-street parking options and more.

There are loads of attractions around Middle Haddam to put on your must-do list. Satisfy your inner culture fan and visit Little Art Shop and Woolsey Hall.

Can I find short term rentals in or near Middle Haddam?

Just because you only have one or two days up your sleeve doesn't mean you have to spend it in a boring hotel. Take a vacation but still have the comforts of home at one of these short-term rentals in or around Middle Haddam:

  • Close to the center of Middle Haddam, "Renovated 1 Bedroom Getaway 1 Block From Mystic River In Historic Downtown" is an ideal base for a whirlwind break. While you're around, make sure you get to top attractions like Palace Theatre and Quassy Amusement Park.
  • "Rest, Relax, Retreat - A 3bedroom Mystic Getaway" is another wonderful option. Remember to add Waterbury Green and Brass Mill Center to your must-do list when you're ready to sightsee.

What are the best romantic weekend getaways in or near Middle Haddam?

Forget about roses and chocolates. Sometimes all you need is to get away for a weekend, just you and your sweetheart. At Vrbo, we've got romantic getaways in and around Middle Haddam that would make even old Cupid envious. Here are some we think you'll adore:

  • Around 30 miles from Middle Haddam, "Private Beach, Wide Open Ocean Views And Fireplace" is a perfect place for doting lovebirds. A fireplace and beauty services are just some of the many amenities here.
  • "Classic Lake House With Private Waterfront" is another terrific option that's guaranteed to impress. It's around 5 miles from Middle Haddam and has a fireplace and winery tours.

Are there mansions for rent in or near Middle Haddam?

If you're searching for somewhere to reconnect with your nearest and dearest this vacation, why not make it extra special? These mansions for rent in or around Middle Haddam will fit your entire gang while doing it in style:

  • Around 3 miles to the south of Middle Haddam is "Historic Mansion 1841". Along with its grand design, you'll also love its high-end amenities, such as a firepit and a restaurant dining guide.
  • Alternatively, step your vacation up a notch and stay a few days at "Mansion By The Lake, Airline Trail And Wineries In Ground Heated Pool". It's situated 12 miles to the northeast of Middle Haddam and offers amenities like a swimming pool, a sauna and more.

What are the best large group vacation rentals in or near Middle Haddam?

Big groups mean a whole lot of fun. They also mean finding someplace that'll effortlessly fit your crew. Check out our large group vacation rentals in or around Middle Haddam and get your favorite people together under the same roof:

  • There's plenty of space to move around at "Beachfront Classic New England Home With Direct Views Of Long Island Sound". Around 20 miles southeast of Middle Haddam, this expansive property has 5 bedrooms accommodating up to 12 guests. Quality amenities include a beach view and a fireplace.
  • "Families And Groups Rare Find - Resort Like Patio" is another option that'll fit the whole gang. It's around 8 miles to the southeast of Middle Haddam, has 5 bedrooms and sleeps up to 14 guests. A nearby river and a garden are just a couple of things designed to make your stay even more comfortable.

What are the best houses for rent with a pool in or near Middle Haddam?

Nothing screams fun like a pool does. Blow up your unicorn floatie and browse these rental houses in or near Middle Haddam that come with this vacation must-have:

  • Get your vacation on at "Lake House Walking Distance To Lake Pocotopaug", where your biggest priority will be enjoying the pool. Amenities such as towels and nearby birdwatching activities help make this escape a favorite with guests.
  • "Family House Near Hammonasset Beach State Park" is the sort of place you go to leave it all behind and make the most of your surroundings, starting with its awesome pool. Outdoor furniture and childrens activities are also on hand to make your stay nice and comfortable.

Middle Haddam has a humid continental climate, with average summertime temperatures ranging from 60 ºF to 80 ºF. But you don't have to wait until summer to visit! Take a look at the search bar at the top of the page and adjust the filters to find the ideal Middle Haddam vacation rental and organize your getaway for whatever season you like.

What are the best large family vacation rentals in or near Middle Haddam?

No matter if your idea of the perfect escape is high in the hills or on the beach, you'll have a lot more fun if you share it with loved ones. Settle into one of these large family vacation rentals in or near Middle Haddam and bring along the whole crew:

  • About 5 miles to the northeast of Middle Haddam, "One Bedroom Apartment With Balcony And Sea View Maslenica" has 3 bedrooms and can sleep up to 10 guests. It's equipped with a range of amenities, including on-site watersports and a nearby laundromat.
  • "Beachfront Classic New England Home With Direct Views Of Long Island Sound" also has the space you need to live it up with loved ones. This property is around 20 miles to the southeast of central Middle Haddam and accommodates 12 guests in its 5 bedrooms. A toaster and a balcony will help keep everyone happy and comfortable.

If you're after family-friendly attractions around the area, you're spoiled for choice. Lake Compounce, Quassy Amusement Park and Beardsley Zoo promise lots of fun for both adults and kids.